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Ruthenium‐Catalyzed Redox Isomerization of Trifluoromethylated Allylic Alcohols: Mechanistic Evidence for an Enantiospecific Pathway
Author(s) -
Bizet Vincent,
Pannecoucke Xavier,
Renaud JeanLuc,
Cahard Dominique
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201200827
Subject(s) - chemistry , isomerization , allylic rearrangement , ruthenium , enantioselective synthesis , intramolecular force , redox , catalysis , transfer hydrogenation , combinatorial chemistry , photochemistry , organic chemistry
Transfer news : A synthetic approach to chiral β‐CF 3 ‐substituted saturated carbonyl compounds has been developed in which ruthenium complexes efficiently catalyze the redox isomerization of CF 3 ‐bearing allylic alcohols by an intramolecular suprafacial enantiospecific 1,3‐hydrogen transfer (see scheme). This method was used for the enantioselective synthesis of ( S )‐CF 3 ‐citronellol.